Compound of cinchona alkaloids and 2-phenyl-quinoline-4-carboxylic acid



Patented Sept. 8, 1925.

UNITED STATES ATENT om-" ica.

NABLEY W. IBJIODEHAI IEL,.OF INDIANAPOLIS, INDIANA, ASSIGNOB 'I'O ELI LILLY &

CQIP ANY, OF INDIANAPOLIS, INDIANA, A CORPORATION OF INDIANA.

COMPOUND OF ODICHONA. ALKALOIDB AND fi-PHENYL-QUINOLINE-Q-CABBOZYLIC ACID.

Ho Drawing.

To all whom it may concern:

Be it known that I, HARLEY W. Knobs-- -HAMEL, a citizen of the United States, re-

siding at Indianapolis, ini'the county of loids. However, the proportion in which the alkaloids unite wit 2- henyl-quinoline- 4-carbox lic acid is notdisclosed and the method escribed for the preparation of the compounds is not the most desirable manufacturing proces. I have discovered that the -cinchona alkaloids combine with 2- phenyl-quinoline-i-carlbo lie acid in the proportion of one molecu e of the alkaloid to one molecule of the acid andhave found that these com ounds can M be made b bringing toget er a mixture of 2-pheny quinoline-4-carboxylic' acid in boiling alcohol and a solution of the alkaloid in warm alcohol.

In detail the. process of preparing the quinin salt is as follows:

A mixture of 83 grams of 2-phenyl- Application fled a n 1a, 1921. Serial No. 462,846.

quinoline-4-carboxylic acid and 800 c. 0. al-

cohol is heated'to boiling and into this is poured one-half of a warm solution of 126 cohol in needles radiating from a common center. When separated from the mother liquor and dried, it is a white nearlytasteless crystalline powder, almost insoluble in water, decomposed by alkalies, soluble in hot acetone and alcohol. It has a melting point of 174 'C. y Y

. Having thus fully described my said invention, what; I claim as new and desire to secure by Letters Patent. is:

1. A compound of a cinchona alkaloid and 2-phenyl-quinoline-4-carboxylic acid in which the alkaloid and the 2-phenyl-quinoline-4-carboxylic acid are united in molecular proportions.

2. Quinin 2-phenyl-quinoline-4-carboxylate. y

In witness whereof, I have hereunto set my hand and seal at Indianapolis, Indiana, this 13th day of April, A. D. nineteen hundred and twenty-one.

HARLEY W. RHODEHAMEL. ![L. 5.] 

